Now hiring the following positions:

  • Headmaster for 2024-2025 school year (Job Description)

  • Part-time/Full-time Latin (Job Description)

  • Part-time Physics/Astronomy/Math (Job Description)

  • Part-time Math Euclidean Geometry or Part-time History

  • Part-time Ballroom/Swing Dance instructor

  • Substitute Teachers

If you are interested in any of the above positions, please send your resume, teaching philosophy, and cover letter to our interim Headmaster.

Our Model and Curriculum:

We are a member of the Chesterton Schools Network, therefore we follow the specific curriculum for each subject as set forth by The Chesterton Schools Network. Read more about our curriculum here.

As we are a classical high school, the ability and desire to teach in a variety of disciplines is considered an asset. Staff members are required to attend daily Mass with the entire student body and assist in leading spiritual retreats and school activities. These responsibilities will help to build a culture of life. Participating in community life is an essential aspect of your work at Chesterton Academy of Our Lady of Guadalupe.

Chesterton Academy of Our Lady of Guadalupe admits students of any race, color, national origin, and ethnic origin to all the rights, privileges, programs, and activities generally accorded or made available to students at the school. It does not discriminate on the basis of race, color, national origin, and ethnic origin in the administration of its educational policies, admission policies, scholarship and loan programs, and athletic and other school-administered programs.